For sale

$735,000

Est. $4,427/mo —

•

2,490

sq ft

1629 Shillelagh Rd, Chesapeake, VA 23323

About this home

Why wait on new construction when this one's already done? This home was taken all the way down to the foundation and completely rebuilt and expanded — outside of one corner of the home everything here is new. Home inspection is complete, every item addressed, so you can move in with genuine peace of mind. Tucked away on a quiet country road in Chesapeake and surrounded by 3 peaceful acres of mature trees, this modern farmhouse ranch offers the privacy and charm buyers dream about. Huge wraparound-feel porches front and back give you outdoor living space to spare, and the wide-open yard makes this property feel like a true retreat. Inside, gorgeous LVP flooring flows throughout, while the spacious living area with a stunning brick fireplace creates a warm gathering space. The farmhouse-inspired kitchen features white cabinetry, an oversized island with bar seating, and ample storage. Bedrooms are thoughtfully spaced for added privacy, while the hall bath offers a double vanity, step-in shower, and beautiful natural light. The primary suite feels like its own getaway, with private porch access, dual closets, and a spa-style bath featuring a floor-to-ceiling marble-tiled shower. A detached storage shed conveys, and the sprawling backyard offers endless possibilities — gardening, entertaining, or future additions. All the character of country living, with the peace of mind of a brand new home. Welcome home.

Single-familyProperty Type

1968Year Built

3 acresLot Size

$295Price/Sq.Ft.

Listed by Betsy Thompson • The Agency

Listing updated: Sep 14, 2026 at 06:30am

Redfin checked: a few seconds ago

•Source:REINMLS #10645076

Payment calculator

$4,427 per month

Principal and interest$3,961

Property taxes

$251

HOA dues

Home insurance

$214

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

See this home in person

This home is unavailable to tour on this day.

Next available date: Tuesday, September 15

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TUE, 5PM TO 7PM
$337,000
3 beds2 baths1,762 sq ft
5 Harbor Watch Dr #405, Chesapeake, VA 23320
OPEN WED, 5PM TO 6:30PM3D WALKTHROUGH
$499,900
5 beds2 baths2,277 sq ft
5664 Rushmere Dr, Virginia Beach, VA 23464
OPEN FRI, 12PM TO 2PM3D WALKTHROUGH
$325,000
3 beds1.5 baths1,236 sq ft
4281 Smokey Lake Dr, Virginia Beach, VA 23462
OPEN FRI, 4PM TO 6PM3D WALKTHROUGH
$574,900
4 beds2.5 baths2,405 sq ft
733 Dissdale Ln, Chesapeake, VA 23320
OPEN SAT, 10AM TO 12PM
$315,000
3 beds2 baths1,487 sq ft
210 Daniel Way, Portsmouth, VA 23701
OPEN SAT, 12PM TO 2PM
$310,000
3 beds2.5 baths1,400 sq ft
719 Creekside Cres, Chesapeake, VA 23320
OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$819,000
6 beds4 baths3,571 sq ft
2404 Caitlan Loch Ln, Virginia Beach, VA 23456
OPEN SAT, 12PM TO 3PM
$485,000
4 beds3 baths2,864 sq ft
4565 Lodgepole Dr, Virginia Beach, VA 23462
OPEN SAT, 1PM TO 4PM3D WALKTHROUGH
$595,900
3 beds3.5 baths2,500 sq ft
904 Koonce Ln, Chesapeake, VA 23322
OPEN SAT, 1PM TO 4PM3D WALKTHROUGH
$539,900
3 beds3.5 baths2,200 sq ft
900 Jennings Ln, Chesapeake, VA 23322

Around this home

Schools

K - 12
Preschool & daycare

Grassfield Elementary School

Public PreK-5 • Assigned • 3.8mi

10/10

Hickory Middle School

Public 6-8 • Assigned • 4.4mi

9/10

Grassfield High School

Public 9-12 • Assigned • 3.0mi

9/10

Provided by GreatSchools

About Pleasant

Grove

Pleasant Grove, located between Great Bridge and the North Carolina line, is a rural and residential Chesapeake neighborhood with working farmland and pine-wooded backroads. The neighborhood’s character concentrates around the Battlefield Blvd S and Pleasant Grove Rd crossroads, where feed stores, roadside produce stands, and small service shops set a practical, country cadence. Homes tend toward ranchers and newer builds on larger lots, with long driveways and wide skies. Two-lane roads and drainage canals trace the landscape, and evenings read quieter than the commercial corridors to the north. Outdoor time centers on nearby waterways and open fields rather than sidewalks.

Provided by Walk Score and Local Logic

Offer insights

1629 Shillelagh Rd · $735,000

Strong offer

$733K and above

75% chance or better to win

Why $733K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 30 days.

SALE-TO-LIST

Most homes are selling 0% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Ceiling fan
Sump pump
Water softener
Built-in bar
Dual-entry bathroom (between bedroom and hall)
Wood-burning fireplace
Double sink in primary bath
Walk-in closet

Bedrooms
First-floor master bedroom
Bedroom with full bathroom on first floor
Total rooms include master bedroom and additional bedroom(s) (5 rooms listed overall)

Bathrooms
Two full bathrooms
One half bathroom

Kitchen
Electric range
Microwave
Dishwasher
Refrigerator

Laundry & utility
Washer hookup
Dryer hookup
Utility room

Flooring
Laminate flooring

Heating & cooling
Electric heating
Programmable thermostat
Central air conditioning

Sale and tax history for 1629 Shillelagh Rd

Sale History
Tax History

Date

Event

Price

REINMLS #10645076

Sep 9, 2026

Price Changed

$735,000

$295/sq ft

Aug 13, 2026

Price Changed

$750,000

$301/sq ft

Jul 20, 2026

Listed

$765,000

$307/sq ft

REINMLS #10635813

Jul 20, 2026

Listing Removed

—

Jul 9, 2026

Price Changed

$750,000

$301/sq ft

Jul 2, 2026

Price Changed

$757,500

$304/sq ft

Jun 18, 2026

Price Changed

$750,000

$301/sq ft

May 21, 2026

Listed

$765,000

$307/sq ft

REINMLS #10591781

Sep 17, 2025

Sold

$260,000

$104/sq ft

Jul 8, 2025

Listed

$309,900

$124/sq ft

Public Records

Jul 20, 2006

Sold

$299,000

$120/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$3,013 (+8.2%)

$235,000 + $131,400

$366,400

2024

$2,784 (+41.8%)

$215,000 + $118,700

$333,700

2023

$1,963 (−3.6%)

$185,000 + $103,300

$288,300

2022

$2,037 (−3.8%)

$165,000 + $111,400

$276,400

2021

$2,118 (+1.6%)

$150,100 + $111,500

$261,600

2020

$2,084 (−0.5%)

$150,100 + $108,000

$258,100

2019

$2,095 (+20.5%)

$135,000 + $108,000

$243,000

2018

$1,739 (−0.2%)

$135,000 + $108,000

$243,000

2017

$1,742 (−0.1%)

$135,000 + $84,500

$219,500

2015

$1,744 (+0.6%)

$135,000 + $84,500

$219,500

2014

$1,733 (+8.5%)

$135,000 + $84,500

$219,500

2013

$1,598 (−26.9%)

$135,000 + $73,200

$208,200

2012

$2,186

$135,000 + $73,200

$208,200

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3 Acres

Year renovated

—

Finished Sq. Ft.

1,540

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,540

Year built

1968

Style

Single Family Residential

County

Chesapeake

APN

0710000000150

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 9, 2026.

A-1

Agricultural District

This district is created primarily for the protection of the agricultural industry and rural section of the city from the invasion of urban and suburban uses and to preserve agricultural lands, forest lands and open space in the interest of the health, safety and welfare of the community. This district is not intended for major residential development; therefore, residential development and subdivisions for residential purposes in the A-1 agricultural district are prohibited except for minor subdivisions, as that term is defined in section 3-403 of this ordinance, preservation divisions, as that term is defined in section 10-201 of this ordinance, and conditional cluster developments approved in accordance with section 6-2200 et seq. of this ordinance.

Permitted uses

Include but are not limited to:

Equestrian facility
Livestock production
Community / recreation center
Day care facility
Housing-Single unit
Fire house
Library
Police station
Communications tower
Agriculture-Cropland

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

2% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Chesapeake, VA • 23323

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

99/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.5 hrs

6.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 1629 Shillelagh Rd

$723,316

$12K under list price of $735K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $545K to $715K.

SOLD AUG 3, 2026
$545,000 Last sold price
4 beds2.5 baths2,654 sq ft
1002 Midway Dr, Chesapeake, VA 23322
$90/sq ft
smaller lot
51 years newer
SOLD JUL 17, 2026
$715,000 Last sold price
5 beds4 baths3,213 sq ft
1093 Washington Dr, Chesapeake, VA 23322
$72/sq ft
58 years newer
SOLD AUG 18, 2026
$596,000 Last sold price
4 beds3 baths3,085 sq ft
801 Pecan Forest Ct, Chesapeake, VA 23322
$102/sq ft
smaller lot
24 years newer
SOLD AUG 21, 2026
$599,000 Last sold price
4 beds2.5 baths2,600 sq ft
800 Birch Forest Ct, Chesapeake, VA 23322
$65/sq ft
smaller lot
21 years newer
SOLD AUG 27, 2026
$600,000 Last sold price
3 beds2 baths2,467 sq ft
645 Ravenwoods Dr, Chesapeake, VA 23322
$52/sq ft
21 years newer
SOLD AUG 18, 2026
$710,000 Last sold price
4 beds4 baths3,458 sq ft
705 Aspen Forest Ct, Chesapeake, VA 23322
$90/sq ft
smaller lot
24 years newer

Rental earnings

Est. $1,890 per month, based on comparable rentals

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(757) 704-5037

Early Access listings

EARLY ACCESSCENTURY 21® COMING SOON

$487,000

4 beds2.5 baths2,312 sq ft

6201 Glenrose Dr, Suffolk, VA 23435

Nearby similar homes

$570,000

4 beds2.5 baths2,530 sq ft

1910 Bexley Ln, Chesapeake, VA 23322

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4 beds2 baths2,863 sq ft

732 Washington Dr, Chesapeake, VA 23322

3D WALKTHROUGH

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6 beds3 baths3,200 sq ft

1024 Loutro Ct, Chesapeake, VA 23322

3D WALKTHROUGH

$749,000

5 beds2.5 baths3,600 sq ft

905 Washington Dr, Chesapeake, VA 23322

$667,000

5 beds3 baths3,084 sq ft

504 Aguila Ct, Chesapeake, VA 23322

$998,895

5 beds3.5 baths3,988 sq ft

1910 Hallmark Way, Chesapeake, VA 23323

New listings for sale in 23323

NEW 5 HRS AGO3D WALKTHROUGH

$549,900

4 beds3 baths2,375 sq ft

3240 Conservancy Dr, Chesapeake, VA 23323

NEW 9 HRS AGO3D WALKTHROUGH

$575,000

5 beds3 baths2,412 sq ft

1201 Richwood Ave, Chesapeake, VA 23323

COMING SOON

$357,000

3 beds2.5 baths1,366 sq ft

1128 Sir Galahad Dr, Chesapeake, VA 23323

COMING SOON

$265,000

3 beds1 bath1,065 sq ft

2424 Youngman Rd, Chesapeake, VA 23323

3D WALKTHROUGH

$639,900

4 beds2.5 baths2,652 sq ft

2065 Shipyard Rd, Chesapeake, VA 23323

$424,900

3 beds2 baths1,664 sq ft

1100 Dane St, Chesapeake, VA 23323

$325,000

3 beds2 baths1,388 sq ft

3117 Kenelm Dr, Chesapeake, VA 23323

$685,000

5 beds2.5 baths2,954 sq ft

952 Checkerspot Way, Chesapeake, VA 23323

$575,000

5 beds3.5 baths2,853 sq ft

412 Harper Ct, Chesapeake, VA 23323

Details provided by REINMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 1629 Shillelagh Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 1629 Shillelagh Rd

Early Access listings

Nearby similar homes

New listings for sale in 23323

More real estate resources